Dave Seymour -The Untold Stories Of Real Estate Investing- Insights of ''Flipping Boston''

11 Dec 2022 · 53 min
53:24

Conversation with Dave Seymour (former firefighter turned TV-backed real estate investor) about his path from single-family flipping (notably the TV series Flipping Boston) into multifamily investing and a private equity fund. Key factual points: a $100M fund focused on Gulf Coast/Florida and similar secondary/tertiary markets; preference for B-class, value-add multifamily assets; targeted investor returns ~8–10% cash-on-cash and ~18–20% IRR over a ~6-year hold; minimums and accreditation requirements discussed (fund accepts accredited investors). The episode covers deal sourcing (multiple channels, data-scraping, broker/banker networks), an approximate underwriting funnel (≈50–60 reviewed → ~10 serious underwrites → ~3 LOIs → 1–2 acquisitions), marketing to passive investors (operator story, transparency, webinars), and lessons learned (importance of education + execution, risk management, diversification). Contact: freedomventure.com and a free ebook coauthored with John Dessauer.

Questions this video answers

$100 million

8–10%

Approximately 18–20%

About six years

Review ~50–60 assets → ~10 serious underwrites → ~3 LOIs → 1–2 acquisitions

Chapters

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